Tetrahedron

Pd-catalyzed cross-coupling of allylsilane-vinylcopper species with aryl and vinyl halides: the first total synthesis of (−)-nomadone

FJ Pulido, A Barbero, C García

文献索引：Pulido, Francisco J.; Barbero, Asuncion; Garcia, Carlos Tetrahedron, 2009 , vol. 65, # 28 p. 5535 - 5540

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被引用次数: 6

摘要

The reaction of allene with a lower order silylcuprate 3 leads to an allylsilane-vinylcopper intermediate 4, which undergoes palladium-catalyzed cross-coupling reaction with both vinyl and aryl halides. The influence of several factors such as the nature of the transition metal used as catalyst, the temperature of the reaction, and the order of addition are studied. This simple methodology allows the synthesis in one step of isoprenylsilanes, which can ...